finafloxacin hydrochlorideProduct ingredient for Finafloxacin

Name
finafloxacin hydrochloride
Drug Entry
Finafloxacin

Finafloxacin is a fluoroquinolone antibiotic indicated in the treatment of acute otitis externa (swimmer's ear) caused by the bacteria Pseudomonas aeruginosa and Staphylococcus aureus. Finafloxacin is marketed by Novartis under the brand Xtoro™, and was approved by the FDA in December 2014.

Accession Number
DBSALT001107
Structure
Synonyms
finafloxacin HCl
UNII
2G22PNZ052
CAS Number
209342-41-6
Weight
Average: 434.85
Monoisotopic: 434.115711
Chemical Formula
C20H20ClFN4O4
InChI Key
CQMSQUOHWYYEKM-MOGJOVFKSA-N
InChI
InChI=1S/C20H19FN4O4.ClH/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15;/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28);1H/t15-,16-;/m0./s1
IUPAC Name
7-[(4aS,7aS)-octahydropyrrolo[3,4-b][1,4]oxazin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
SMILES
Cl.OC(=O)C1=CN(C2CC2)C2=C(C#N)C(N3C[C@@H]4NCCO[C@H]4C3)=C(F)C=C2C1=O
ChemSpider
9836763
Predicted Properties
PropertyValueSource
Water Solubility0.208 mg/mLALOGPS
logP-0.59ALOGPS
logP-1.1Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)4.52Chemaxon
pKa (Strongest Basic)7.54Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area105.9 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity102.08 m3·mol-1Chemaxon
Polarizability39.74 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon